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CAS No.: | 72-44-6 |
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Name: | METHAQUALONE |
Article Data: | 60 |
Molecular Structure: | |
Formula: | C16H14N2O |
Molecular Weight: | 250.3 |
Synonyms: | 4(3H)-Quinazolinone,2-methyl-3-o-tolyl- (6CI,8CI);(2-Methyl-3-(o-tolyl)-3,4-dihydro-4-(quinazolinone);(?à)-Methaqualone;2-Methyl-3-(o-tolyl)quinazolone;2-Methyl-3-o-tolyl-4(3H)-chinazolone;2-Methyl-3-o-tolyl-4(3H)-quinazolinone;2-Methyl-3-o-tolyl-4-quinazolone;2-Methyl-3-o-tolylquinazolin-4-one;2-Methyl-3-tolyl-4-oxybensdiazine;3,4-Dihydro-2-methyl-4-oxo-3-o-tolylquinazoline;CI-705;CN 38703;Cateudyl;Citexal;Dormigoa;Dormogen;Dormutil;Dorsedin;Fadormir;Holodorm;Hyminal;Hypcol;Hypocol;Hyptor;Hyptor base;Ipnofil;MAOA;MTQ;Melsed;Melsedinbase;Melsomin;Mequin;Metakvalon;Metaqualon;Methaqualon;Methaqualone;Methaqualoneinone;Metolquizolone;Mollinox;Motolon;Mozambin;NSC 111388;NSC126877;NSC 631628;Nobedorm;Noctilene;Normi-Nox;Omnyl;Optinoxan;Orthonal;Ortonal;Parminal;QZ 2;Quaalude;Qua.hivin.a.hivin.lude;R 148;RIC 272;Revonal;Rorer 148;Rorer 714;Roulone;Rouqualone;Sindesvel;Somberol;Somnafac;Somnomed;Sonal;Sopor;Soverin;TR 495;Torinal;Tuazol;Tuazole;Tuazolone; |
EINECS: | 200-780-4 |
Density: | 1.16 g/cm3 |
Melting Point: | 120ºC |
Boiling Point: | 406.9 °C at 760 mmHg |
Flash Point: | 199.9 °C |
Solubility: | 299.9mg/L(23 oC) |
Hazard Symbols: | F,T |
Risk Codes: | 11-23/24/25-39/23/24/25 |
Safety: | 7-16-36/37-45 |
PSA: | 34.89000 |
LogP: | 3.00250 |
The Methaqualone, with the CAS registry number 72-44-6, is also known as Methyl-o-tolylquinazolone. It belongs to the product categories of Controlled Drug Standards Alphabetic M; Meta-Meth; Stable Isotopes. Its EINECS registry number is 200-780-4. This chemical's molecular formula is C16H14N2O and molecular weight is 250.29516. Its IUPAC name is called 2-methyl-3-(2-methylphenyl)quinazolin-4-one. Methaqualone is a sedative-hypnotic drug that is similar in effect to barbiturates, a general central nervous system depressant. Its use peaked in the 1960s and 1970s as a hypnotic, for the treatment of insomnia, and as a sedative and muscle relaxant. It has also been used illegally as a recreational drug, commonly known as Quaaludes, Sopors, Ludes or Mandrax depending on the manufacturer. Since at least 2001, it has been widely used in South Africa, where it is commonly referred to as "smarties" or "geluk-tablette".
Physical properties of Methaqualone: (1)ACD/LogP: 2.50; (2)ACD/LogD (pH 5.5): 2.5; (3)ACD/LogD (pH 7.4): 2.5; (4)ACD/BCF (pH 5.5): 46.64; (5)ACD/BCF (pH 7.4): 46.77; (6)ACD/KOC (pH 5.5): 544.21; (7)ACD/KOC (pH 7.4): 545.74; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.623; (11)Molar Refractivity: 76.12 cm3; (12)Molar Volume: 215.6 cm3; (13)Surface Tension: 42.9 dyne/cm; (14)Density: 1.16 g/cm3; (15)Flash Point: 199.9 °C; (16)Enthalpy of Vaporization: 65.87 kJ/mol; (17)Boiling Point: 406.9 °C at 760 mmHg; (18)Vapour Pressure: 7.86E-07 mmHg at 25°C.
Preparation of Methaqualone: this chemical can be prepared by 2-acetylamino-benzoic acid and 2-methyl-aniline. This reaction will need reagents PCl3 and toluene.
Uses of Methaqualone: it can be used to produce 2-phenacyl-3-o-tolyl-4(3H)-quinazolinone by heating. This reaction will need reagent NaH and solvent 1,2-dimethoxy-ethane with reaction time of 5 hours. The yield is about 80%.
When you are using this chemical, please be cautious about it as the following:
This chemical, which is toxic by inhalation, in contact with skin and if swallowed, is highly flammable. There will be a danger of very serious irreversible effects. You should keep it away from sources of ignition - No smoking. Whenever you will contact it, please wear suitable protective clothing and gloves. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=CC=CC=C1N2C(=NC3=CC=CC=C3C2=O)C
(2)InChI: InChI=1S/C16H14N2O/c1-11-7-3-6-10-15(11)18-12(2)17-14-9-5-4-8-13(14)16(18)19/h3-10H,1-2H3
(3)InChIKey: JEYCTXHKTXCGPB-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
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cat | LD50 | intraperitoneal | 235mg/kg (235mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: ATAXIA GASTROINTESTINAL: NAUSEA OR VOMITING | Farmakologiya i Toksikologiya Vol. 27, Pg. 413, 1964. |
human | TDLo | oral | 57mg/kg (57mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES GASTROINTESTINAL: NAUSEA OR VOMITING | Archiv fuer Toxikologie. Vol. 20, Pg. 31, 1963. |
man | LDLo | oral | 114mg/kg (114mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA | Archiv fuer Toxikologie. Vol. 20, Pg. 31, 1963. |
mouse | LD50 | intraperitoneal | 180mg/kg (180mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: STIFFNESS | Indian Journal of Medical Research. Vol. 69, Pg. 1008, 1979. |
mouse | LD50 | oral | 420mg/kg (420mg/kg) | Toxicology and Applied Pharmacology. Vol. 1, Pg. 42, 1959. | |
mouse | LD50 | parenteral | 500mg/kg (500mg/kg) | BEHAVIORAL: TREMOR BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: ANALGESIA | Pharmaceutical Chemistry Journal Vol. 7, Pg. 626, 1973. |
rabbit | LD50 | intravenous | 100mg/kg (100mg/kg) | Archiv fuer Toxikologie. Vol. 20, Pg. 31, 1963. | |
rat | LD50 | intraperitoneal | 125mg/kg (125mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 242, 1967. | |
rat | LD50 | oral | 185mg/kg (185mg/kg) | Journal of Medicinal Chemistry. Vol. 24, Pg. 490, 1981. |